Oakland Vacations from $425
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Your Oakland Vacation
From its cycling to its walking, there's tons to love about Oakland. Book a customized Oakland vacation package and get ready to fall for the delights of this neighborhood. When it's time to head out and explore, you'll find lots of big-name attractions nearby including Acrisure Stadium, University of Pittsburgh and PNC Park. Tick off one, two or all during your trip to Oakland. No matter your travel plans or budget, booking the ultimate Oakland vacation is simple with Expedia.
The Latest Oakland Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Suites Pittsburgh South by IHG
Price was $510, price is now $425 per person
$425
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,000 reviews)
Area was good. Close to shopping and restaurants. Parking was easy. I was disappointed the room did not have a fridge or microwave. They moved us to a room that had a fridge but no microwave. Icemachie on our floor was out of order so had to go to another floor to get ice.
Reviewed on Jul 27, 2026
DoubleTree by Hilton Pittsburgh - Green Tree
Price was $641, price is now $534 per person
$534
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,088 reviews)
Michelle at the bar Saturday night was the best!
Unfortunately the pool and hot tub were hard to use as there were so many hockey kids there, with little supervison making it really hard to enjoy the hot tub (one of the reasons I Booked this hotel)
The kids were screaming and swearing, blocking the hallways - making slightly uncomfortable to walk down the hallway.
Other then that the hotel was amazing!
Reviewed on Jul 27, 2026
TRYP by Wyndham Pittsburgh/Lawrenceville
Lawrenceville
Price was $617, price is now $517 per person
$517
per person
Sep 4 - Sep 6
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,030 reviews)
Nice room overall, scuffs on walls
No separation between shower and rest of room
Reviewed on Jul 27, 2026
Where to stay in Oakland
Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland
Downtown Pittsburgh
2 out of top 10 points of interest in this area
Discover the urban downtown center, home to historic sites like Point State Park and the Cultural District. Enjoy diverse shopping options and easy access to public transportation, including the "T" light rail and bus networks.
Oakland Hotel Deals
Courtyard by Marriott Pittsburgh University Center
100 Lytton Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $148 total per night from Aug 2 to Aug 3
$148 total
Aug 2 - Aug 3
Total with taxes and fees
9/10 Wonderful! (828 reviews)
"Their website does not show that they charge forty dollars a night to park, which was ridiculous"
Reviewed on Jul 27, 2026
Hotel Indigo Pittsburgh University-Oakland by IHG
329 Technology Drive Pittsburgh PA
Fully refundable
$103 nightly
The price is $117 total per night from Aug 2 to Aug 3
$117 total
Aug 2 - Aug 3
Total with taxes and fees
Residence Inn Pittsburgh Oakland/University Place
3341 Forbes Ave Pittsburgh PA
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $148 total per night from Aug 9 to Aug 10
$148 total
Aug 9 - Aug 10
Total with taxes and fees
9.2/10 Wonderful! (1,005 reviews)
"We enjoyed a good location on Forbes Avenue near Pitt. The convenience store next door and decent breakfast options were convenient. The clean room and helpful staff made it a pleasant stay. We’ll return if in the Pittsburgh area."
Reviewed on Jul 27, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Oakland attractions
Things to do
Pittsburgh Pirates Baseball Game at PNC Park
$47
per adult
100% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
$29
per adult
90% of travellers recommend
Black & Gold Pittsburgh History Tour for Sports Fans
$33
per adult
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- Visit Downtown Pittsburgh
- Schenley Park
- Carnegie Museum of Art
- Strip District Vacations
- Cathedral of Learning
- Pittsburgh Vacations
- Carnegie Mellon University
- North Shore Vacations
- National Aviary
- Acrisure Stadium
- Carnegie Library of Pittsburgh
- Byham Theater
- Carnegie Science Center
- Grandview Overlook
- Andy Warhol Bridge
- Children's Museum of Pittsburgh
- Monongahela Incline
- Senator John Heinz Regional History Centre
- Lighthouse ArtSpace Pittsburgh
- Visit Pittsburgh
- Duquesne Incline
- University of Pittsburgh
- Phipps Conservatory
- Ppg Paints Arena
- Kennywood
- Where to stay in Pittsburgh
- Roberto Clemente Bridge
- Andy Warhol Museum
- Petersen Events Center
- Point State Park
- The Nationality Rooms
- David L Lawrence Convention Center
- U.s. Steel Tower
- Heinz Memorial Chapel
- Soldiers and Sailors Memorial Hall and Museum
- Market Square
- Pnc Park
- Photo Antiquities Museum of Photographic History
- Carnegie Museum of Natural History
- Rachel Carson Bridge
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.